N-Boc-2-amino-6,6-dimethyl-1-phenyl-4-heptyn-3-ol | 1191988-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Boc-2-amino-6,6-dimethyl-1-phenyl-4-heptyn-3-ol
• 英文别名: tert-butyl N-(3-hydroxy-6,6-dimethyl-1-phenylhept-4-yn-2-yl)carbamate
• CAS: 1191988-16-5
• 化学式: C₂₀H₂₉NO₃
• 分子量: 331.455
• InChiKey: ONGSFWCCXDDECH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Boc-2-amino-6,6-dimethyl-1-phenyl-4-heptyn-3-ol 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以88%的产率得到N-Boc-2-benzyl-5-tert-butylpyrrole
  参考文献：
  名称：

  Cationic Gold(I)-Mediated Intramolecular Cyclization of 3-Alkyne-1,2-diols and 1-Amino-3-alkyn-2-ols: A Practical Route to Furans and Pyrroles

  摘要：

  The intramolecular cyclizations of the 3-alkyne-1,2-diols and the 1-amino-3-alkyn-2-ols with a low catalyst loading (0.05-0.5 mol %) of (Ph3P)AuCl-AgNTf2 or (Ph3P)AuCl-AgOTf proceeded at room temperature to provide a variety of substituted furans and pyrroles in excellent yields (85-98% yields). This method is also fully applicable to the conversion of several dozen grams of the substrate using only 0.05 mol % each of the Au and Ag catalysts.

  DOI：

  10.1021/ol901942t
• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 、 (1-氧代-3-苯基丙烷-2-基)氨基甲酸叔丁酯 在 乙基溴化镁 、 水 、 氯化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以50%的产率得到N-Boc-2-amino-6,6-dimethyl-1-phenyl-4-heptyn-3-ol
  参考文献：
  名称：

  Cationic Gold(I)-Mediated Intramolecular Cyclization of 3-Alkyne-1,2-diols and 1-Amino-3-alkyn-2-ols: A Practical Route to Furans and Pyrroles

  摘要：

  The intramolecular cyclizations of the 3-alkyne-1,2-diols and the 1-amino-3-alkyn-2-ols with a low catalyst loading (0.05-0.5 mol %) of (Ph3P)AuCl-AgNTf2 or (Ph3P)AuCl-AgOTf proceeded at room temperature to provide a variety of substituted furans and pyrroles in excellent yields (85-98% yields). This method is also fully applicable to the conversion of several dozen grams of the substrate using only 0.05 mol % each of the Au and Ag catalysts.

  DOI：

  10.1021/ol901942t

文献信息

• Cationic Gold(I)-Mediated Intramolecular Cyclization of 3-Alkyne-1,2-diols and 1-Amino-3-alkyn-2-ols: A Practical Route to Furans and Pyrroles
  作者：Masahiro Egi、Kenji Azechi、Shuji Akai

  DOI：10.1021/ol901942t

  日期：2009.11.5

  The intramolecular cyclizations of the 3-alkyne-1,2-diols and the 1-amino-3-alkyn-2-ols with a low catalyst loading (0.05-0.5 mol %) of (Ph3P)AuCl-AgNTf2 or (Ph3P)AuCl-AgOTf proceeded at room temperature to provide a variety of substituted furans and pyrroles in excellent yields (85-98% yields). This method is also fully applicable to the conversion of several dozen grams of the substrate using only 0.05 mol % each of the Au and Ag catalysts.